HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1515753Generated: November 5, 2026
Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → Ethyl 2-(oxan-4-ylidene)acetate
https://huagongshe.com/reaction/1515753
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester | HCID 70670 | — |
| Reactant | Tetrahydro-4H-pyran-4-one | HCID 121599 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Ethyl 2-(oxan-4-ylidene)acetate | HCID 11105795 | 63.5% |
Reaction Steps
To a solution of tetrahydro-pyran-4-one (25 g, 0.25 mol) in acetonitrile (250 mL) was added (carbethoxymethylene)triphenylphosphorane (96 g, 0.28 mol) at room temperature. The resulting mixture was heated at 70° C. for 16 h. The reaction mixture concentrated in vacuo. Purification by flash column chromatography (silica gel from QingDao, 200-300 mesh, glass column from Shanghai SD company, 30% ethyl acetate/hexanes) afforded (tetrahydro-pyran-4-ylidene)-acetic acid ethyl ester (27 g, 63%) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08222416B2 |
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| Source dataset | uspto-grants-2012_07 |
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| ORD ID | ord-9c4b30b4db134fa6aaca14c1c24c2545 |
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| Source note | uspto-grants-2012_07 |
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